Sailing trips

Cabin charter, sailing holidays and sailing trips

From day trips to ocean crossings – for beginners and experienced sailors.

04.12.2026 Clear date

To display the location search, we need your consent to load Google Maps services. Data will be transmitted to third parties.

More Information
Enable location search


Custom charter Can't find your dream trip? Plan your custom sailing trip – no obligation & free of charge. Enquire now →
from 04.12.2026
Remove all
Cabin charter

Caribbean sailing: off to paradise!

MartiniqueRound trip
06.02.2027 – 20.02.202715 daysapprox. 280 nm
CatamaranLagoon40 feet
Caribbean MartiniqueSt Vincent and the Grenadines
sailwithus
(4)
from 1,990 €
View trip
Cabin charter

Winter ’27: Catamaran sailing trip Caribbean from Guadeloupe

Pointe à PitreRound trip
06.02.2027 – 20.02.202715 daysapprox. 300 nm
CatamaranLagoon 42 or similar42 feet
AtlanticCaribbean Guadeloupe
Windbeutel Reisen
Leave a review
from 1,898 €
View trip
Cabin charter

hands-on sailing in Croatia's island paradise

SukosanRound trip
06.02.2027 – 13.02.20278 daysapprox. 200 nm
MonohullBeneteau Oceanis 48 BT48 feet
AdriaticMediterranean Croatia
SkippyTirol
(1)
from 449 €
View trip
Cabin charter

hands-on sailing in Croatia's island paradise

SukosanRound trip
06.02.2027 – 13.02.20278 daysapprox. 200 nm
MonohullBavaria C 45 BT45 feet
AdriaticMediterranean Croatia
SkippyTirol
(1)
from 449 €
View trip
Cabin charter

Caribbean Sailing Trip from Martinique to Sint Maarten

Martinique→Sint Maarten
10.02.2027 – 19.02.202710 daysca. 450 sm
Tall shipThree-mast clipper249 feet
Caribbean Antigua and BarbudaDominicaGuadeloupeMartiniqueSaint LuciaSint Maarten (NL)St Kitts and NevisSt Vincent and the GrenadinesTrinidad and Tobago
INMARIS Windjammer Worldwide
(5)
from 8,950 €
View trip
Mile building

From Lanzarote to Madeira – Ocean sailing on the Atlantic

Lanzarote→Madeira
12.02.2027 – 20.02.20279 daysapprox. 280 nm
MonohullBeneteau Oceanis43 feet
Canary Islands / Madeira PortugalSpain
FluxAhoi
(3)
from 650 €
View trip
Cabin charter
NEW

Sailing trip A Coruna – Northern Spain

A CorunaRound trip
13.02.2027 – 27.02.202715 daysca. 500 sm
MonohullX 4040 feet
Atlantic Portugal
Seehase
(3)
from 1,798 €
View trip
Cabin charter

Winter ’27: Sailing trip Canary Islands / Tenerife

Las GalletasRound trip
13.02.2027 – 20.02.20278 daysapprox. 160 nm
MonohullOceanis 51.1 or similar52 feet
AtlanticCanary Islands / Madeira Spain
Windbeutel Reisen
Leave a review
from 698 €
View trip
Sail training

Mile building in the Canary Islands. Between dolphins and Atlantic waves

Lanzarote→Tenerife
13.02.2027 – 20.02.20278 daysapprox. 200 nm
MonohullElan 514 Impression52 feet
AtlanticCanary Islands / Madeira Spain
sunsailing.ch
(23)
from 895 €
View trip
Cabin charter

Sailing holidays Thailand on a classic sailing yacht

PhuketRound trip
13.02.2027 – 20.02.20278 daysapprox. 120 nm
Monohulle.g. Elan Impression 45.144 feet
Indian Ocean Thailand
sailwithus
(4)
from 1,390 €
View trip
Sail training

SKS practical sailing trip from Breege on Rügen

Breege (Rügen)Round trip
13.02.2027 – 20.02.20278 daysapprox. 300 nm
MonohullBavaria Cruiser 46 or similar46 feet
Baltic Sea Germany
Mola Yachting
(2)
from 698 €
View trip
Cabin charter

Set Sail for Madeira Now!

Quinta do LordeRound trip
13.02.2027 – 20.02.20278 daysca. 110 sm
MonohullDufour 50 feet
AtlanticCanary Islands / Madeira Portugal
AVALON
Leave a review
from 530 €
View trip
Cabin charter

Cabin charter from/to Tenerife, Canary Islands with Gomera / La Palma

San Miguel / TenerifeRound trip
13.02.2027 – 20.02.20278 daysapprox. 160 nm
MonohullDynamique Express50 feet
AtlanticCanary Islands / Madeira Spain
Nordtoern-Segelreisen
(1)
from 790 €
View trip
Cabin charter

Turn winter into summer. Sailing trip in the Canary Islands with a maximum of 6 guests

Arrecife/LanzaroteRound trip
13.02.2027 – 20.02.20278 daysapprox. 150 nm
MonohullSun Odyssey 46947 feet
AtlanticCanary Islands / Madeira Spain
Barfuss Segelreisen GmbH
Leave a review
from 810 €
View trip
Cabin charter

Sailing voyage from Martinique

Sainte Anne / MartiniqueRound trip
13.02.2027 – 23.02.202711 daysapprox. 300 nm
Tall shipCHRONOS177 feet
Caribbean MartiniqueSt Vincent and the Grenadines
Sailing-Classics
Leave a review
from 5,200 €
View trip